Cyclopropylamine → HCID 66686297, compound

HRID 337041Notes

Reaction equation

HRID 337041 reaction equation
[CH2:1]([N:8]([CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])[C:9]1[C:10](=[O:26])[N:11]([C:15]2[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=2[CH3:25])[C:18]([O:20]C)=O)[CH:12]=[CH:13][N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:32]1([NH2:35])[CH2:34][CH2:33]1>O>[CH:32]1([NH:35][C:18](=[O:20])[C:17]2[CH:22]=[CH:23][C:24]([CH3:25])=[C:15]([N:11]3[CH:12]=[CH:13][N:14]=[C:9]([N:8]([CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])[CH2:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)[C:10]3=[O:26])[CH:16]=2)[CH2:34][CH2:33]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 86663238HCID 86663238, compound

Product 1

HCID 66686297HCID 66686297, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-{3-[benzyl-(2-dimethylamino-ethyl)-amino]-2-oxo-2H-pyrazin-1-yl}-4-methyl-benzoic acid, methyl ester (Example 121a, 50 mg), cyclopropylamine (1 mL) and water (0.5 mL) was stirred at room temperature for 10 days. Purification by preparative HPLC (Gemini column, 0.1% ammonia:acetonitrile eluent) afforded the title compound as a solid (10 mg).

Workup

  1. customPurification by preparative HPLC (Gemini column, 0.1% ammonia:acetonitrile eluent)

Sources & evidence

ORD record
ord-762a81039eec4751a7625381b8b680b5
Source dataset
uspto-grants-2014_11
Patent number
US08889692B2

Reaction notes

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